Q&A: Unlocking Financial Futures with Cary Carbonaro & Ashley Leftwich

Q&A: Unlocking Financial Futures with Cary Carbonaro & Ashley Leftwich

Ashley Leftwich: Cary, you’ve built an incredible career as a CFP professional, an MBA, a Managing Wealth Advisor, and a Women and Wealth Ambassador. You’ve served as a CFP Board Ambassador, were ranked in Investopedia’s Top 100 Most Influential Advisors, named Investment News’ DEI Trailblazer of the Year, and were the only woman appointed to the Nasdaq Index Advisor Council in 2024. What drives your commitment to financial empowerment?

Cary Carbonaro: Thank you, Ashley. My passion has always been to help people, especially women, understand money and feel confident managing it. I believe money equals power, and women need more of both. We’re approaching a massive shift: by 2030, women are projected to control two-thirds of the nation’s wealth. That’s about $30 trillion. But most women aren’t prepared for that responsibility. They’re often intimidated by money or assume someone else will manage it for them. That mindset needs to change.

Ashley: What’s the first step toward that change?

Cary: Step one is realizing that no one else is going to take care of your money. You have to own it. That mindset shift, taking responsibility and learning the basics, is the foundation of financial power.

Ashley: You speak the language of numbers. My background is in math and a favorite concept I share with students is compounding. How do you see financial literacy shifting behavior?

Cary: It’s everything. Compound interest is the eighth wonder of the world. When students see how money can grow over time, it changes their mindset. I tell them: if you invest early, that money can outgrow anything you’ll earn from your job. That’s real power.

Ashley: Your new book, Women and Wealth: A Playbook to Empower Clients and Unlock Their Fortunes, offers practical guidance. What do you want financial professionals to understand when serving women?

Cary: First, women are not a niche—they’re a powerhouse. Somehow the industry still tends to frame women as widows or divorcees, ignoring the full lifecycle of women’s financial needs. My book gives practical steps on how to better serve women. It starts with communication, no more sports metaphors, no jargon. Just answer the real question: “Am I going to be okay?”

Second, active listening. Know who your client is as a person. People don’t care how much you know until they know how much you care.

Ashley: What advice do you have for students or early-career professionals?

Cary: I like to say ABY: Always Be Yourself. Everyone else is already taken. That mindset has guided my entire career. I never followed a traditional path to build my client base. Every client I’ve ever had has come through organic growth, just by putting myself out there and staying true to who I am.

Be confident in what you know, and be brave about what you don’t. Find a mentor, especially in this industry. It’s getting better, but women still face unique challenges. That’s why mentorship programs are so important.

Also, protect your reputation. Your integrity is everything. Do what you say you’ll do. And then, when possible, go beyond.

Ashley: Can you give an example of what overdelivering looks like?

Cary: In our office, we have a 24-hour response rule. If a client contacts us, they hear back within 24 hours—usually it’s five minutes. If a client doesn’t hear from us, they assume something went wrong, because that’s the level of consistency we’ve built. We once had a client say they hadn’t heard from us, and it turned out they’d sent the message to an old email address. But they knew that silence was unusual for us. That’s the kind of trust that builds lasting relationships.

Ashley: What’s at risk if people, especially women, don’t take control of their financial lives?

Cary: I can’t tell you how often I see women come to me only after a crisis—divorce, death, job loss. They wait until it’s raining. I want women to come when the sun is shining, when there’s space to learn and plan. In over 90% of cases, women will be responsible for their finances at some point. Don’t wait until you’re forced to deal with it. Start now.

Ashley: What a great conversation; do you have final thoughts to share?

Cary: Rock The Street, Wall Street is doing essential work, and I was proud to feature your organization in my book. You’re meeting students at the right time. Financial education is freedom. And when you add confidence to that knowledge, you unlock futures. For students: Be curious. Be consistent. And above all, be yourself.

Ashley: Cary, thank you for your time, your wisdom and your generosity. We’re proud to feature your work and grateful for your support.

Cary: Thank you. It’s an honor to support RTSWS and the next generation of financially empowered leaders.

See the full conversation here:

RTSWS Building Skills, Building Impact

RTSWS Building Skills, Building Impact

Rock The Street Wall Street Reaches 8,500 Students, Welcomes New Board Members and Issues Annual Report

Rock The Street Wall Street Reaches 8,500 Students, Welcomes New Board Members and Issues Annual Report

Rock The Street, Wall Street (RTSWS), the innovative nonprofit dedicated to bringing the M in STEM to life for students with a focus on high school girls and university women through financial and investment education, proudly announces it has reached more than 8,500 students across the US, UK, and Canada. In a female-empowering environment, RTSWS continues to prepare and propel young people from classrooms to careers by building their financial confidence and expanding access to the financial industry.

As the organization celebrates this milestone, RTSWS also welcomes four leaders to its Board of Directors: Meredith Heimburger, Rajiv Kapoor, Robert McGrail and Leslie Eisen. Their expertise will help further RTSWS’ mission to increase participation in the financial sector.

“I’m delighted to welcome our newest board members who bring deep experience across the financial, investment and educational backgrounds,” said Ashley Leftwich, CEO of Rock The Street, Wall Street. “They join our distinguished Board of Directors, sharing our commitment to expand access to the capital markets, aligning powerfully with our mission. Their insight is valuable as we continue to grow and reach more students across our footprint.”

RTSWS recently issued its Annual Report highlighting key milestones including reaching more than 8,500 students since its founding, with over 1,500 students served this past academic year while engaging more than 700 industry volunteers.

“As economic conditions continue to evolve, our goal to Educate, Prepare, and Advance students in investing becomes even more essential,” Ms. Leftwich added. “We are focused on creating long-term pathways that equip students to lead in tomorrow’s financial landscape.”

As RTSWS looks to the future, demand for programming continues to grow and the nonprofit recognizes new board members:

Robert McGrail serves as Head of Legal & Compliance at DUMAC, Inc., the investment office of Duke University. He oversees regulatory, compliance, and governance matters in support of the management of Duke’s endowment and affiliated investment vehicles. Prior to joining DUMAC, he practiced investment funds law at Akin Gump and Proskauer Rose. He holds both a J.D. and B.A. from the University of Virginia.

Leslie S. Eisen is Managing Director and Head of Long/Short Equities at Wellington Management, where she leads the strategic growth of the firm’s platform and drives investment talent development. With more than 20 years of experience, she has held senior roles at Brevan Howard, Precocity Capital and Point72 as well as its predecessor firm SAC Capital. Leslie earned her MBA from New York University and her BA in Economics from the University of Wisconsin–Madison.

Meredith Heimburger is Partner and Head of Impact Investing at Global Endowment Management (GEM), a leading Outsourced Chief Investment Office (OCIO) providing institutional investment capabilities for endowments, foundations, and other long-term investors. Prior to joining GEM, she spent seven years with Teach For America, as a classroom teacher and later as a staff member, helping expand regional operations across the US. She holds degrees in English and Gender Studies from Davidson College and studied abroad at the University of Edinburgh.

Rajiv Kapoor is Founding Partner at Chai Ventures, an early-stage venture capital fund that invests in women-led businesses across industries. He is a strategic investor and entrepreneur focused on building a scalable, women-friendly VC model by supporting a community of iconic female founders. Rajiv earned his BA in Economics from Vanderbilt University and his Master’s in Management from the London
Business School.

RTSWS also acknowledges Art Steinmetz, former CEO of OppenheimerFunds, and Michelle Borré, former Senior Portfolio Manager at Invesco and current Independent Director on the Mutual Fund Board for William Blair, who both recently completed their terms on the RTSWS Board of Directors. The Board appreciates the strategic momentum they helped foster over the years.

Get Involved:
RTSWS invites financial and investment professionals to help build the future by volunteering. Opportunities including Virtual Coffee Chats. A 30-minute informational interview with high school or university students.

You can also make a difference by donating to support this mission. Your gift helps us reach more students, expand our Career Center, and bring financial fundamentals to life in even more communities. Sign up to sponsor, volunteer or donate today.

About Rock The Street, Wall Street
Rock The Street, Wall Street (RTSWS) is a nonprofit dedicated to bringing the M in STEM to life for high school and university students through financial and investment mathematics. By providing industry access, mentorship, and career guidance in a female-empowering environment, RTSWS supports students on their journey from classrooms to careers, expanding their participation in the capital markets and the financial workforce.

Founded by Maura Cunningham in 2012, RTSWS now operates in more than 60 schools across 30 cities in the US, Canada and the UK. The organization delivers project-based classroom programming, professional mentoring, and early-career preparation through its Career Center, empowering the next generation of financial leaders.

 

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Executive Sponsor & Investment Bootcamp Highlights

Executive Sponsor & Investment Bootcamp Highlights